Topics in Current Chemistry (2020) 378:9
1 3
65. Li LL, Su YL, Han ZY, Gong LZ (2018) Assembly of tetrahydropyran derivatives from aldehydes,
allylboronates, and syngas by asymmetric relay catalytic cascade reaction. Chem Eur J 24(30):7626–
7630. https ://doi.org/10.1002/chem.20180 1197
66. Chen QA, Chen MW, Yu CB, Shi L, Wang DS, Yang Y, Zhou YG (2011) Biomimetic asymmetric hydrogenation: in situ regenerable Hantzsch esters for asymmetric hydrogenation of benzoxazinones. J Am Chem Soc 133(41):16432–16435. https ://doi.org/10.1021/ja208 073w
67. Chen QA, Wang DS, Zhou YG, Duan Y, Fan HJ, Yang Y, Zhang Z (2011) Convergent asymmetric
disproportionation reactions: metal/Bronsted acid relay catalysis for enantioselective reduction of
quinoxalines. J Am Chem Soc 133(16):6126–6129. https ://doi.org/10.1021/ja200 723n
68. Chen QA, Gao K, Duan Y, Ye ZS, Shi L, Yang Y, Zhou YG (2012) Dihydrophenanthridine: a new
and easily regenerable NAD(P)H model for biomimetic asymmetric hydrogenation. J Am Chem Soc
134(4):2442–2448. https ://doi.org/10.1021/ja211 684v
69. Lu LQ, Li Y, Junge K, Beller M (2015) Relay iron/chiral Bronsted acid catalysis: enantioselective
hydrogenation of benzoxazinones. J Am Chem Soc 137(7):2763–2768. https ://doi.org/10.1021/
jacs.5b000 85
70. Chen ZP, Chen MW, Guo RN, Zhou YG (2014) 4,5-Dihydropyrrolo[1,2-a]quinoxalines: a tunable
and regenerable biomimetic hydrogen source. Org Lett 16(5):1406–1409. https ://doi.org/10.1021/
ol500 176v
71. Duhamel L, Duhamel P, Plaquevent J-C (2004) Enantioselective protonations: fundamental insights
and new concepts. Tetrahedron 15(23):3653–3691
72. Ren YY, Zhu SF, Zhou QL (2018) Chiral proton-transfer shuttle catalysts for carbene insertion reactions. Org Biomol Chem 16(17):3087–3094. https ://doi.org/10.1039/c8ob0 0473k
73. Xu B, Zhu SF, Xie XL, Shen JJ, Zhou QL (2011) Asymmetric N-H insertion reaction cooperatively
catalyzed by rhodium and chiral spiro phosphoric acids. Angew Chem Int Ed 50(48):11483–11486.
https ://doi.org/10.1002/anie.20110 5485
74. Xu B, Zhu SF, Zuo XD, Zhang ZC, Zhou QL (2014) Enantioselective N-H insertion reaction of
alpha-aryl alpha-diazoketones: an efficient route to chiral alpha-aminoketones. Angew Chem Int Ed
53(15):3913–3916. https ://doi.org/10.1002/anie.20140 0236
75. Xu B, Zhu S-F, Zhang Z-C, Yu Z-X, Ma Y, Zhou Q-L (2014) Highly enantioselective S-H bond
insertion cooperatively catalyzed by dirhodium complexes and chiral spiro phosphoric acids. Chem
Sci 5(4):1442–1448. https ://doi.org/10.1039/c3sc5 2807c
76. Zhang Y, Yao Y, He L, Liu Y, Shi L (2017) Rhodium(II)/chiral phosphoric acid-cocatalyzed enantioselective O-H bond insertion of α-diazo esters. Adv Synth Catal 359(16):2754–2761. https ://doi.
org/10.1002/adsc.20170 0572
77. Xu B, Li ML, Zuo XD, Zhu SF, Zhou QL (2015) Catalytic asymmetric arylation of alpha-arylalpha-diazoacetates with aniline derivatives. J Am Chem Soc 137(27):8700–8703. https ://doi.
org/10.1021/jacs.5b050 86
78. Zhao F, Li N, Zhang T, Han ZY, Luo SW, Gong LZ (2017) Enantioselective Aza-Ene-type reactions of enamides with gold carbenes generated from alpha-diazoesters. Angew Chem Int Ed
56(12):3247–3251. https ://doi.org/10.1002/anie.20161 2208
79. Ding W, Zhou QQ, Xuan J, Li TR, Lu LQ, Xiao WJ (2014) Photocatalytic aerobic oxidation/semipinacol rearrangement sequence: a concise route to the core of pseudoindoxyl alkaloids. Tetrahedron
Lett 55(33):4648–4652. https ://doi.org/10.1016/j.tetle t.2014.06.102
80. Yu P, Lin JS, Li L, Zheng SC, Xiong YP, Zhao LJ, Tan B, Liu XY (2014) Enantioselective C-H
bond functionalization triggered by radical trifluoromethylation of unactivated alkene. Angew Chem
Int Ed 53(44):11890–11894. https ://doi.org/10.1002/anie.20140 5401
81. Li T, Yu P, Du Y-M, Lin J-S, Zhi Y, Liu X-Y (2017) Enantioselective α-C-H functionalization
of amides with indoles triggered by radical trifluoromethylation of alkenes: highly selective formation of C CF3 and C C bonds. J Fluor Chem 203:210–214. https ://doi.org/10.1016/j.jfluc
hem.2017.03.008
82. Lin JS, Li TT, Liu JR, Jiao GY, Gu QS, Cheng JT, Guo YL, Hong X, Liu XY (2019) Cu/chiral phosphoric acid-catalyzed asymmetric three-component radical-initiated 1,2-dicarbofunctionalization of
alkenes. J Am Chem Soc 141(2):1074–1083. https ://doi.org/10.1021/jacs.8b117 36
83. Yu Q, Fu Y, Huang J, Qin J, Zuo H, Wu Y, Zhong F (2019) Enantioselective oxidative phenolindole [3 + 2] coupling enabled by biomimetic Mn(III)/brønsted acid relay catalysis. ACS Catal
9:7285–7291. https ://doi.org/10.1021/acsca tal.9b017 34
Reprinted from the journal
204
1 3
65. Li LL, Su YL, Han ZY, Gong LZ (2018) Assembly of tetrahydropyran derivatives from aldehydes,
allylboronates, and syngas by asymmetric relay catalytic cascade reaction. Chem Eur J 24(30):7626–
7630. https ://doi.org/10.1002/chem.20180 1197
66. Chen QA, Chen MW, Yu CB, Shi L, Wang DS, Yang Y, Zhou YG (2011) Biomimetic asymmetric hydrogenation: in situ regenerable Hantzsch esters for asymmetric hydrogenation of benzoxazinones. J Am Chem Soc 133(41):16432–16435. https ://doi.org/10.1021/ja208 073w
67. Chen QA, Wang DS, Zhou YG, Duan Y, Fan HJ, Yang Y, Zhang Z (2011) Convergent asymmetric
disproportionation reactions: metal/Bronsted acid relay catalysis for enantioselective reduction of
quinoxalines. J Am Chem Soc 133(16):6126–6129. https ://doi.org/10.1021/ja200 723n
68. Chen QA, Gao K, Duan Y, Ye ZS, Shi L, Yang Y, Zhou YG (2012) Dihydrophenanthridine: a new
and easily regenerable NAD(P)H model for biomimetic asymmetric hydrogenation. J Am Chem Soc
134(4):2442–2448. https ://doi.org/10.1021/ja211 684v
69. Lu LQ, Li Y, Junge K, Beller M (2015) Relay iron/chiral Bronsted acid catalysis: enantioselective
hydrogenation of benzoxazinones. J Am Chem Soc 137(7):2763–2768. https ://doi.org/10.1021/
jacs.5b000 85
70. Chen ZP, Chen MW, Guo RN, Zhou YG (2014) 4,5-Dihydropyrrolo[1,2-a]quinoxalines: a tunable
and regenerable biomimetic hydrogen source. Org Lett 16(5):1406–1409. https ://doi.org/10.1021/
ol500 176v
71. Duhamel L, Duhamel P, Plaquevent J-C (2004) Enantioselective protonations: fundamental insights
and new concepts. Tetrahedron 15(23):3653–3691
72. Ren YY, Zhu SF, Zhou QL (2018) Chiral proton-transfer shuttle catalysts for carbene insertion reactions. Org Biomol Chem 16(17):3087–3094. https ://doi.org/10.1039/c8ob0 0473k
73. Xu B, Zhu SF, Xie XL, Shen JJ, Zhou QL (2011) Asymmetric N-H insertion reaction cooperatively
catalyzed by rhodium and chiral spiro phosphoric acids. Angew Chem Int Ed 50(48):11483–11486.
https ://doi.org/10.1002/anie.20110 5485
74. Xu B, Zhu SF, Zuo XD, Zhang ZC, Zhou QL (2014) Enantioselective N-H insertion reaction of
alpha-aryl alpha-diazoketones: an efficient route to chiral alpha-aminoketones. Angew Chem Int Ed
53(15):3913–3916. https ://doi.org/10.1002/anie.20140 0236
75. Xu B, Zhu S-F, Zhang Z-C, Yu Z-X, Ma Y, Zhou Q-L (2014) Highly enantioselective S-H bond
insertion cooperatively catalyzed by dirhodium complexes and chiral spiro phosphoric acids. Chem
Sci 5(4):1442–1448. https ://doi.org/10.1039/c3sc5 2807c
76. Zhang Y, Yao Y, He L, Liu Y, Shi L (2017) Rhodium(II)/chiral phosphoric acid-cocatalyzed enantioselective O-H bond insertion of α-diazo esters. Adv Synth Catal 359(16):2754–2761. https ://doi.
org/10.1002/adsc.20170 0572
77. Xu B, Li ML, Zuo XD, Zhu SF, Zhou QL (2015) Catalytic asymmetric arylation of alpha-arylalpha-diazoacetates with aniline derivatives. J Am Chem Soc 137(27):8700–8703. https ://doi.
org/10.1021/jacs.5b050 86
78. Zhao F, Li N, Zhang T, Han ZY, Luo SW, Gong LZ (2017) Enantioselective Aza-Ene-type reactions of enamides with gold carbenes generated from alpha-diazoesters. Angew Chem Int Ed
56(12):3247–3251. https ://doi.org/10.1002/anie.20161 2208
79. Ding W, Zhou QQ, Xuan J, Li TR, Lu LQ, Xiao WJ (2014) Photocatalytic aerobic oxidation/semipinacol rearrangement sequence: a concise route to the core of pseudoindoxyl alkaloids. Tetrahedron
Lett 55(33):4648–4652. https ://doi.org/10.1016/j.tetle t.2014.06.102
80. Yu P, Lin JS, Li L, Zheng SC, Xiong YP, Zhao LJ, Tan B, Liu XY (2014) Enantioselective C-H
bond functionalization triggered by radical trifluoromethylation of unactivated alkene. Angew Chem
Int Ed 53(44):11890–11894. https ://doi.org/10.1002/anie.20140 5401
81. Li T, Yu P, Du Y-M, Lin J-S, Zhi Y, Liu X-Y (2017) Enantioselective α-C-H functionalization
of amides with indoles triggered by radical trifluoromethylation of alkenes: highly selective formation of C CF3 and C C bonds. J Fluor Chem 203:210–214. https ://doi.org/10.1016/j.jfluc
hem.2017.03.008
82. Lin JS, Li TT, Liu JR, Jiao GY, Gu QS, Cheng JT, Guo YL, Hong X, Liu XY (2019) Cu/chiral phosphoric acid-catalyzed asymmetric three-component radical-initiated 1,2-dicarbofunctionalization of
alkenes. J Am Chem Soc 141(2):1074–1083. https ://doi.org/10.1021/jacs.8b117 36
83. Yu Q, Fu Y, Huang J, Qin J, Zuo H, Wu Y, Zhong F (2019) Enantioselective oxidative phenolindole [3 + 2] coupling enabled by biomimetic Mn(III)/brønsted acid relay catalysis. ACS Catal
9:7285–7291. https ://doi.org/10.1021/acsca tal.9b017 34
Reprinted from the journal
204